Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones: Important Building Blocks in Tetrathiafulvalene Chemistry

被引:4
|
作者
Granhoj, Jeppe [1 ]
Pedersen, Viktor Bliksted Roug [1 ]
Kroll, Peter Lundgard [1 ]
Brolos, Line [1 ]
Nielsen, Mogens Brondsted [1 ]
机构
[1] Univ Copenhagen, Dept Chem, DK-2100 Copenhagen, Denmark
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 17期
关键词
DERIVATIVES; GENERATION; SYSTEMS; DONORS;
D O I
10.1021/acs.joc.3c01369
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(Methylthio)-1,3-dithioles are important heterocyclic compounds used for the preparation of redox-active derivatives of tetrathiafulvalene as they serve as precursors for phosphonate esters that can be employed in Horner-Wadsworth Emmons olefination reactions. Here, we present a mild and less hazardous method than previous methods for converting readily accessible 1,3-dithiole-2-thiones into 2-(methylthio)-1,3-dithioles by methylation with trimethyl orthoformate and HBF4.Et2O and a subsequent reduction with NaBH4.
引用
收藏
页码:12853 / 12856
页数:4
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